Gothic Literature is a genre that was popular between 18th to 19th centuries in North Germany. It is always being associated with Dark Romanticism which the emphasize was more on nature, terror and death, horror and many more. It involves dark and gloomy setting and also unexplainable things that are beyond human senses and reason such as ghosts and monsters. The main characters, on the other hand, are always ineffectual which they do not give much effect on the story plot. This can be seen through Washington Irving’s “Rip van Winkle” and “The Legend of Sleepy Hollow” which can be considered as American gothic work in terms of its description of setting, the involvement of supernatural element in the story and also the characteristics of the main character. The setting in “Rip van Winkle”, in the beginning of the story, was being mentioned by the author about the changes happened to the mountains and hues in every change of season, weather and even hour which indicates some magical element in the place that the author is about to tell. With this being mentioned in the story, the readers will know that the setting of the story is not some kind of place that they are familiar with or a place that they have seen before. The readers will suspect that the setting of the place is exist or not based on the description of the author about the story. Meanwhile, in “The Legend of Sleepy Hollow”, the setting is a bit mysterious and a bit magical too. The place was named as ‘Sleepy